Jobs for the Traveling Climber: Tattoo Artist and Outdoor Educator

In this interview series we talk with people who spend their time traveling and climbing, while still holding down a steady income. From nurses to coders, writers to outdoor guides, we want to show that you don’t have to go full dirtbag to live the itinerant life. Because contributing to your 401k while seeing the world doesn’t sound so bad.

Name: Amy Borch

Job: Tattoo Artist and Outdoor Educator

Editor’s note:

Amy and I met at Rumney, NH, while on a trip that was my first ever paid writing assignment. They (being Amy and Jared) were mindfully enjoying the peace and solitude of early evening climbing on a mid-week day. Then I showed up. I began by badgering them, asking if I could take photos as they climbed. But they were friendly and gracious to my intrusion. We got to talking, told bad jokes, solo’d Clip a Dee Doo Dah, then had beers by the Baker River.

Amy has had a varied and exploratory life, full of arting and climbing. Hope you enjoy her perspective!

Amy also doubles (triples, quadruples?) as performer at the award-winning Ice Castles. Photo courtesy of Patrick Sarson.

1) What do you do?

I currently juggle the arts of tattooing and outdoor educator/guide.

About a year and a half ago I decided to commit to a career as a tattoo artist.

When I’m not making income through art, I work my other passion in the outdoor industry. I serve as a guide, trainer and course director for outdoor organizations. 

2) How did you learn about outdoor education and tattooing?

Outdoor Educator: I began to learn what it meant to be an outdoor educator six years ago when I began as an intern for the Mid-Atlantic Outward Bound. I decided to use creativity to explore group dynamics, facilitate challenge, and connect the public to outdoor spaces through the skill sets of climbing, backpacking, and sea kayaking.

Tattooing: I’ve known since I was fourteen years old that I wanted to be a tattoo artist. I had a friend who made a tattoo machine from scratch out of a toy car motor, pen ink, and a sewing needle and asked me to “draw on him.” I suppose that’s what originally put the idea in my head.

“I pursue careers where I feel like I have the highest yield of positive impact on people.”

3) What are some of the perks of the job?

I love what I do every single day.

Outdoor Ed: My office is enviable. I have had the pleasure and privilege of spending weeks at a time working and living in places such as Joshua Tree, Yosemite, Sequoia Kings Canyon, etc.

The experiences of living with groups in the wilderness are incredibly impactful, but mostly indescribable. 

Tattooing: I get to be creative and meet rad people.

“Fox hobbit. This was so fun!” Photo courtesy of Amy.

4) What are some of the challenges?

The challenges are:


(Editor’s Note: Amy’s emphasis)

Outdoor Ed: Working long format courses for several weeks/months at a time in the wilderness can stress relationships outside of the outdoor industry. It can even be difficult to connect to cultural events if they occurred while you were away for a month and a half, unplugged from wifi, phones and television.

The world doesn’t wait to change while you’re blissed out in the mountains.

Tattooing: Tattooing has humbled me because of how incredibly harsh it can be on the body. Transitioning between careers where I am constantly hiking/climbing/paddling/moving to sitting still for hours is cruxy.

“Success is not an accident, and failure is the most effective facilitator of discovery. So set a goal and go for it.”

5) What motivated you to pursue these paths?

I pursue careers where I feel like I have the highest yield of positive impact on people.

My role in facilitation, or “activating space” for someone else to experience a little bit of magic, is the reason why I love my careers. 

Outdoor Ed: I enjoy observing people open to new ways of thinking. Working outdoors with youth and adult groups provides space for people to empower themselves.

When someone tries something new, whether it be a social role (such as leadership/followership) or takes appropriate risks (navigates off-trail/asks for help), this person creates a “schema” for themselves. And this schema, or conceptual framework for how they navigate an experience, can later be transferred to life at home. This process of thought-work is very compatible with the outdoor classroom.

Tattooing: The art of tattooing allows people access and permission to explore ideas. Many people come in without the words to express memories or thoughts they want, or sometimes need, to process.

I know something really cool has happened in the studio when people come back to me and tell me that the tattoo has allowed them to access the feelings or closure they were having trouble finding when we first spoke about the idea. 

“More than just create an image, I try my best to listen, ask curious questions and facilitate story telling through artistic process… Through intentional conversations we were able to collect the information necessary for this piece. I am so fortunate to be able to work in a field that allows me to build connections and share meaning with others in this way.” Photo courtesy of Amy.

6) How has your life changed since you started these jobs?

Outdoor Ed: My ability to give and receive feedback based on personal growth and technical performance has enabled me to take career risks and connect with people in ways I previously did not have the capacity for.

Tattooing: The ability to reconnect with friends/family, think about the future, and pursue making a livelihood from creating.

7) How do these jobs allow you to travel and climb?

Outdoor Ed: This can provide a great opportunity for climbing/traveling when there are contract agreements. Contracts bind people for a certain number of courses or days of expected work, and the rest of the time is free to make climbing trips! 

Tattooing: Build a mutually respectful relationship with your mentor or shop owner and prioritize communication. Make every moment in the shop count and pour your heart into your art, treat your clients well.

8) What does a “typical” week or month look like?

Outdoor Ed: 

Typical month:

  • 2-3 days prep
  • 14-30 days in [insert name of epic course location]
  • 2 days debrief
  • Repeat

“El Cap sticking its Nose out. View from the last pitch of East Buttress on Middle Cathedral.” Photo courtesy of Amy.


Typical week:

  • Basecamp: New England!
  • Work 4 days a week. Occasionally glance at large El Cap route map in studio to stay motivated
  • Stay fit around Cathedral Ledge, Cannon, Rumney and occasional Maine trip 

9) What do you wish you knew when first starting out?

Outdoor Ed: Open up a Roth IRA and make a retirement plan as soon as possible. We don’t do this gig for the money!

Tattooing: Learn the body mechanics of sitting or overuse of certain muscle groups can creep into climbing and tattoo performance in unpleasant ways! 

10) What is one lesson learned from your journey so far?

Success is not an accident, and failure is the most effective facilitator of discovery. So set a goal and go for it.

Thanks, Amy!

“Endless starry nights to white noise and city lights. It feels like different worlds. But I dream of one world, connected.” Photo courtesy of Amy.

You can see more of Amy’s tattoo artistry on instagram: @amy.wildhand

Feature photo courtesy of Adam Nawrot

Josh Cook: On Developing Crags, Self, and the Next Generation

The drill whirls about in place, boring into the soft limestone. Fine grit clouds kick out at the edges of the hole, puff, puff, puff. The walls echo with the ricochet of millions of years of solidity grinding back into individual particulates. Water droplets sizzle on stone from sweat trickling down forearm and dripping off at the wrist. 

The man at the helm is Josh Cook and he is bolting new sport lines. He’s an English teacher at an international school and he’s developing the first sport crag in Škaljari, Montenegro. 

Škaljari, Montenegro
Škaljari, Montenegro. Photo courtesy of Josh Cook.

Josh never thought he’d end up in Montenegro as a mis-fit kid in Denver, CO. 

When he told people he was thinking of going, the response was generally the same: “nobody knows where it is.” He continues, “That’s already cool. Anytime you hear of a country you don’t know anything about, then it’s very enticing. You know there’s something special there.” So off he went.

This type of adventurism is easy for him now—motorcycle trip across the Himalayas? Backpacking in the Andes? No problem—but things were different when he was young. It’s not that he was a misfit, it’s more like he felt mis-placed. 

Josh grew up as one of the few white kids in school. Not that he had a problem with it, he just stood out. Then he got a scholarship and was one of the few lower-income students in a fancy private high school. Not that it was an issue, he just didn’t quite fit in. Then he wanted to be a climber. Not that it should have been too difficult, but there weren’t many of those around.

At last, climbing was a place where he felt he belonged. He started when he was 6 and was obsessed by 16. Every Tuesday, Thursday, Saturday and Sunday: Morrison bouldering area. You know the drill.

At 18 he took a year off to travel the country and climb. He started in Yosemite. To boulder. Mis-fit as he was.

Josh in his element from a young age
Josh in his element from a young age. Photo source: On The Move

If you’re wondering how an inner-city kid from Denver ends up in Montenegro, you have to start with Yosemite. 

Yosemite Valley is an international port of call for climbers. In 2018, over four million visitors came through from 33 countries. Most come in the summer and it can be a madhouse. Especially for an 18 year old out on his own for the first time.

“I’m driving in and it’s just packed. There’s one way traffic, all these cars, rangers everywhere. I’m looking for Camp 4 and I can’t find Camp 4. At that point, it was briefly named Sunnyside Campground so I’m not seeing signs for Camp 4. I finally pull over then realize [I’m here and] you have to have to wait in a long line to get a campsite, and you have to share it with other people. I’m learning trial by fire, this whole rigamarole,” Josh recalls.

He continues, “I squeeze into Site 17 and there’s these scruffy, complete dirtbag-looking climbers. The youngest was maybe 5 years older, the oldest was probably 10 yeas older. I go, ‘oh, uh, I have to share this site with you guys.’ And they just stare at me.” The climbers were non-plussed but helped him unload nonetheless. 

Josh stayed a month and they got to know each other. They became friends. Turns out they were die hard trad climbers from the Welsh tradition. As they would go off to climb big walls, away for days at a time, Josh would be there wrestling pebbles. 

They couldn’t believe he was in Yosemite just for bouldering. Josh couldn’t believe they were climbing those walls. They opened his eyes to a larger world.

Josh's friend, Tania, bouldering in Kashmir
Josh’s friend, Tania, bouldering in Kashmir. Photo source: On The Move

One day, one of the guys hung back. 

“Neil goes, ‘I’m gonna take a rest day and boulder with you,’” Josh reflects. “I’m thinking to myself, ‘oh trad climber, he won’t know anything about bouldering, hopefully he can keep up with me.’”

Josh continues, “We’re at Curry Village, warming up on opposite sides of the boulder. He walks around to where I am, and I present what I’m working on. I was just flailing on this thing, it was like a V4 or something. When he got on it he flashed it. And not only that, he did it with such grace and ease that my jaw dropped.”

“I realized at that point my world of climbing had been all about the media and the value of recognition. [Basically,] you were a nobody if you weren’t in the magazines or at the competitions or whatever it was.” 

Of course, Neil wasn’t in the magazines.

“No one knew who he was,” Josh laments. “But he was the best climber I ever met, ever seen climb.” Back home he was known as a Dark Horse. “The best climber you’ve never heard of,” he says.

Neil still pops up from time to time in mentions, but not features.

That interaction changed everything for Josh. Neil and friends loved climbing for all that it was, and they climbed all that was available around the world. They didn’t seek notoriety, they simply did it for fun and self-improvement. 

“I really came to respect that, doing everything to the best of your ability, climbing all the different styles and disciplines, and to do it humbly. Not trying to seek attention,” Josh shares, admiration ringing in his voice.

“That shifted how I thought about my goals: to become more about being the best that I can be, and to not let it be about ego… I want to know that I can dedicate myself to challenging tasks and become better at them through the learning process,” he sums up.

Josh applies much of his lessons learned in climbing to his teaching pedagogy. 

He explains, “Teaching fits a lot of the same characteristics: constant problem solving and decision making, performance under pressure, mentorship, refining weaknesses, measuring growth and skill development (in the students and in myself), the list goes on.” 

And he teaches because in his words, “I influence the lives of youth, hopefully for the better. I help make them critical thinkers, lovers of literature, and attentive writers. I give them opportunities to be good people and work with them through the process of creating their own paths.”

He encourages that the beauty is not in the big send, but the progression towards the goal: “I describe this process to my students as: attempt, failure, reflection, refinement, and attempt again (repeat… forever). The signs that we have done that well, that we are conscious and attentive to our experiences, are what we call improvement. That awareness of our experiences is also just good living, I think.”

Josh motorcycling through the Himalayas
Josh motorcycling through the Himalayas. Photo source: On The Move

Josh has bopped around, having taught in Peru, Bhutan, Japan, Montenegro, and soon, Colombia. Wherever he goes he welcome new people into climbing, develops a local area, and finds connection through the sport.

“As you live this itinerant lifestyle, intentionally drawing away from people, it [can] prohibit you from being a part of community,” Josh says.

He goes on, “I found recently, because I’m always living everywhere, my community is climbers that I meet. It helps me feel connected to something larger.”

Climbers tend to be roamers and travelers, perpetual motion in new lands. It sounds like he’s found where he fits in.

You can read some of Josh’s writing on his blog, On The Move.

Emilia Wint: From Losing Sight to a Laser Focus on Living a Full Life

How might your life change if you only had 20 more years of sight?

The run came and went in a blur. Emilia Wint struggled to navigate the contrast between the packed dirt of the forest floor and the streams of light shooting between the canopy in the afternoon sun.

“Uhh, that was really hard to see, felt sketchy,” she pressed her friends at the bottom of the track, straddling her mountain bike. Hmm. Everything appeared fine to them, they assured.

That’s odd. It dawned upon her, “Maybe I’m seeing this differently.” 

As a member of the US Freeskiing Team, the ability to differentiate between the snow, the sky and the terrain of the slope in flat light is vital for competition. On dark days the sky and snow are basically the same color and she was having a hard time seeing out there too.

Something wasn’t right. After day’s worth of tests at the hospital she found out why.

Emilia in front of El Cap. Photo source:

Our call crackled in and out, Emilia’s voice was a soft murmur under a barrage of conversation at nearby tables and passing cars. I overheard a pair talk about their astrology signs and the homework they didn’t feel like doing. 

She plugged in her headset and the world of stereo sound faded out. Her voice honed in with 20/20 clarity. The wind, like lifting a sail, would rush in and fill my headset from time to time. 

Emilia speaks in a calm, easy-going manner, and she laughs easily. She emphasizes key points and jokes by talking faster and raising the pitch in her voice; you’ve got to keep up.

She had just gotten back from 3.5 months Patagonia. We talked about the turning point in her life. 

The Turning Point

“You have this thing, it’s Retinitis pigmentosa. There’s no cure, but you’re young. Talk with the genetic counselor and see me again in a year. Don’t look anything up on the internet,” Emilia relays her doctor’s prognosis.

She didn’t know what the diagnosis meant and her mind was focused on other things anyways. A few days later, she left on a six week trip to compete at the World Cup in New Zealand. She would be skiing on a twice reconstructed knee that wasn’t holding up as well as she had hoped after four years of rehabilitation. 

The practices came and went. In the meantime, Emilia was receiving more information about the disease from her mother back home.

One paragraph shook her to her core: “’Presents in people with adolescent night blindness.’ Which I kinda had. ‘Depressed scores in ERG tests,’ (which is basically like an EKG tests for your heart, but for your eyes). And I had low scores in that. And then ‘most people with Retinitis pigmentosa go blind by the time they turn 40.’”

Um, what?

“I called my mom, and was like, ‘what the fuck? This is not WebMD. This is actually in my chart,’” she recalls of the frantic exchange.

Emilia would go on to place 8th at the competition and out of the finals. It was a run that a few years prior she probably would have medaled. The next day she couldn’t walk down the stairs.

“What would I have done if I had made finals?,” she asked herself. She needed to take a hard look at her next steps.

Emilia competing in a freestyle skiing competition. Photo source:

Emilia had always wanted to compete at the olympics, but she needed to decide if she was okay with the possibility of getting hurt. Again. It’s part of the game.

She did some mental math.

She was 20 at that point. Two years in a physical therapy room would be 10% of the time she had left to see. Was that worth it?

Emilia doesn’t have time to live the life she wants later. Not if she wants to see it all anyway. 

After retiring, Emilia had to figure out who she was outside of skiing. She grew up as a professional and it was her entire identity. Now she was a wasn’t. 

She went on a tear of adventures she had always wanted to try, but never had the availability for because of skiing: Wildfire fighting, completing a college degree in 2.5 years, a remote medicine fellowship in Ecuador, an attempt at climbing The Nose at Yosemite. Emilia would not slow down in her pursuit of living.

It’s a simple decision making process for her: “What are you going to remember in 20 years? I want to remember riding this epic trail in Moab, not doing laundry,” she says.

It took Emilia a year to move beyond the constant feeling of imminent mental breakdown, despite all that she was up to. Now that she’s in a positive headspace, she feels a sense of gratitude. 

The diagnosis has given me a push to live my life right now. Because whatever it is, I might not have this opportunity forever. And that frame of mind is a special thing,” she says on her blog.

Living their dream (grant). Photo source:

On Committing to Living a Full Life

Emilia shared her perspective on how she’s choosing to live a full life post-diagnosis.

She recognizes that it can be scary and that she’s also coming from a place of privilege (with some financial security, little debt, and a van that offers cheap accommodation, etc.). She’s also burned herself out from time to time. 

Still, her input offers guidance for pushing our own boundaries, and maybe doing more than you thought was possible.

Living Intentionally

“It’s so easy to not do it,” Emilia declares in our call. 

She continues, “I met so many people in Patagonia who said, ‘I’ve wanted to come here for years. I just retired and finally got the chance.’ I don’t have 30 years to do this thing, I want to do it now.

“Acting intentionally is really important. Picking up the phone when you know you should call your friend. Telling someone you love them. Things can change so drastically, it would be so sad to not pick up the phone, not to tell them you love them. Not to do that thing you really want to do.”

Being intentional is making it happen, with the way you spend your time and your money.” she says.

Face the Fear

Emilia has traveled to Southeast Asia, South America and all over the U.S. 

“You can do it, it’s not like I’m an elite travel person, it’s not an exclusive thing. You just have to book the ticket. I went to SE Asia and used my credit card miles there and back. The whole month cost me about a $1,000,” she shares.

“It can be horrifying,” she admits, “but you can push past that. Exist in the discomfort.”

“For weeks in Bangkok, I had this burden: I don’t speak any Thai. I was horrified about this one micro instance. I’m going to land there, then what am I going to do? I couldn’t think about the rest of the adventure because of this.”

“Then I got there and went to a taxi stand, showed them my phone, then got to the hostel. Yea, you will probably be ripped off a few times, but then you’ll learn,” she recalls of confronting her fear head on.

Take a Step

“It can feel horrible failing, but you can’t avoid failing. I’ve had to work towards being comfortable with it,” Emilia offers.

“Take baby steps. Everyone has ideas of something they want to do; put it in your calendar or tell someone about it. Put one thing into motion, and build off of that. Do one thing. Just start. Hold yourself accountable. Make a concrete step.” 

For a long time Emilia didn’t feel these were things she could do, but her mindset has shifted as she’s begun pursuing her different interests. “You do belong here, you are the type of person that can or should do that thing,” she says, both to herself and others.

The perks of #vanlife. Photo source:

I came across Emilia’s story when researching the American Alpine Club’s Live Your Dream grant. She had applied with the goal of climbing The Nose of El Cap in Yosemite.

From her account they failed their objective: “we scared the shit out of ourselves for two months… we realized we were way over our head.”

She went on to talk about how she mentally re-framed the situation: “We could have walked out of there feeling like failures… but we recognized that, ‘oh wow, we would never have been able to do these 10 climbs otherwise.’ Now we can go back next year and build on that.” I admire her tenacity and light-heartedness in spite of.

You can read Emilia’s stories on her website,